A highly stereoselective beta-(1->4)-glycosidic bond formation by reductive cleavage of cyclic orthoesters

被引：29

作者：

Iimori, T ^{[1
]}

Ohtake, H ^{[1
]}

Ikegami, S ^{[1
]}

机构：

[1] TEIKYO UNIV,FAC PHARMACEUT SCI,SAGAMIKO,KANAGAWA 19901,JAPAN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 19期

关键词：

2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSYLIDENE ACETALS; TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE; CONVERGENT; CATALYST; STRATEGY;

D O I：

10.1016/S0040-4039(97)00634-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sterically congested glycosides, glycosyt-beta-(1-->4)-glycosides, were stereoselectively synthesized by reduction of glycosidic spiro-orthoesters with LiAlH4-AlCl3. This novel transformation is especially valuable when it is applied to the preparation of mannosyl-beta-(1-->4)-glycoside which must be one of the most difficult tasks in carbohydrate chemistry. (C) 1997 Elsevier Science Ltd.

引用

页码：3415 / 3418

页数：4

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